CN1275369A - Organic polyorganosiloxane gel used for cosmetics - Google Patents
Organic polyorganosiloxane gel used for cosmetics Download PDFInfo
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- CN1275369A CN1275369A CN00107903A CN00107903A CN1275369A CN 1275369 A CN1275369 A CN 1275369A CN 00107903 A CN00107903 A CN 00107903A CN 00107903 A CN00107903 A CN 00107903A CN 1275369 A CN1275369 A CN 1275369A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/26—Optical properties
- A61K2800/262—Transparent; Translucent
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
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Abstract
Soft, creamy translucent and transparent gels suitable for use in cosmetic applications may be prepared by hydrosilylating an unsaturated MQ resin or its equivalent with an Si-H functional organopolysiloxane cross-linker having Si-H functionality along its polysiloxane backbone, in the presence of a low viscosity and preferably volatile organopolysiloxanes. The stable gels obtained may be converted to creamy gels of a wide range of consistency by simple shearing. Gel firmness can be maintained through addition of a catalyst inhibitor to the gel formulation.
Description
The present invention relates to be applicable to the organic polyorganosiloxane gel of cosmetics.
All once used organopolysiloxane in many for many years cosmetics.Say it for example, in some application scenarios, used organopolysiloxane (as: siloxanes liquid (silicone fluids)) is original oily more and makes up the carrier of branch as other, or is multiple emulsion form.In many aftermentioned cases,, need to add a kind of surfactant for keeping this siloxanes liquid at stable suspension or dispersion liquid state.More in recent years, many cosmetic formulations once adopted some cream class or paste classes that comprise organic polyorganosiloxane gel.
United States Patent (USP) 5,654 once disclosed some silicone gels in 362, these gels are under the situation that the existence of platinum hydrosilylation catalysts and low-molecular-weight siloxane oil is arranged, make a linear type, Si-H functional polysiloxane and a α, ω-diene (for example: 1,5-hexadiene) reaction and making.This reaction continues to carry out till forming gel, afterwards, this silicone gel can be ground into powder and in order to the multiviscosisty solvent, or adds other silicone oils and form siloxanes and stick with paste.These products in order to the some solvents of multiviscosisty (for example: silicone oil) reach gel-like consistency are.Once disclosed the cosmetics of many variety classeses, as anti-perspirant, deodorizer, cold cream etc.But it is disadvantageous using highly inflammable alkadiene during preparation.Moreover as United States Patent (USP) 4,980, described in 167, the cream class that is formed by pressed powder can not provide acceptable performance, and these preparations lack lubricity.
United States Patent (USP) 5,859 once disclosed a kind of gel external skin treatment compositions in 069, and said composition is made by organopolysiloxane elastomer powder (spherolite with 1.0 to 15.0 microns of mean diameters), silicone oil and polyether modified siloxane.Should ' 069 patent point out to use the existing preparation of silicone resin to be not suitable for these purposes, this be because these preparations can stay the sensation of thin film on skin.Through disclosing: polyether-modified siloxanes is absolute demand; If use amount is lower than 1.0wt%, become deficiency and said composition of gelation is not suitable for cosmetics.Some gel external skin treatment compositions that contain the polyether-modified siloxanes of spherolite, 5 to 75wt% silicone oil and 1 to 20wt% also disclose.The preparation of spherical elastomer fine particle is also remarkable.Moreover the demand of polyether-modified siloxanes has improved production cost.
As previous announcement ' 362 patents, United States Patent (USP) 5,811 was once addressed some low-molecular-weight siloxane liquid with the silicone elastomer multiviscosisty in 487, these silicone elastomers are by Si-H functional silicone and α, ω-unsaturated hydrocarbons reaction makes.But in ' 487 patents, this Si-H siloxanes at first with the reaction of the functionalized polyether moiety of mono alkenyl so that the Polyetherfunctional degree to be provided.According to the religion purport of above-mentioned United States Patent (USP) 5,859,069, preparation contains the compositions of disperse water, needs this polyethers-functionalized organopolysiloxane.
United States Patent (USP) 5,760 once disclosed a kind of compositions in 116, and said composition contains the hydrosilylation addition product that a linear type thiazolinyl-functional organo-siloxanes and a Si-H official can the MQ resins.Except that divinyl-sense polysiloxane, in some preparations of enumerating, also comprise the polysiloxane of mono-vinyl-sense linear type polysiloxane as alkenyl functionalization.Wherein once disclose: at first make a gel by these compositions, subsequently, this gel is dispersed in another viscosity and is lower than in the siloxanes of 1000 centistokes and forms homogeneous liquid composition.Also once disclosed the cosmetic composition that contains these silicone compositions.
United States Patent (USP) 5,854, once disclosed a kind of method of preparation cosmetic product in 336, comprising: will place in the reactor by the silicone elastomer composition that silicone rubber and carrier fluid are formed, mix the compositions in this reactor, the said composition autoreactor is moved to a high-pressure pump, move in the device by this place again, make these rubber grains become littler.In order to reduce the device of particle diameter, be good with high pressure feeding homogenizer, especially with sound spectrum display (sonolator) the best.Use high-pressure pump and sound spectrum display equipment to cause the cost of product to improve.
Once disclosed the Several combination thing among EP 0,790 055 A1, these compositionss contain the elastomer organopolysiloxane and the fat composition (fatty component) (for example: be used for skin protection or the triglyceride of the prescription of making up) of partial meshization.As for the meaning of " partial meshization ", Ceng Wei is defined in the description, only advises with reference to United States Patent (USP) 5,266 the relevant suitably description of organopolysiloxane in 321.
International pct application WO97/44010; WO98/18438; WO98/00105; WO98/00104; WO98/00103; WO98/00102 reaches the cosmetic formulations example that also once disclosed some employing silicone gels in the similar patent documentation.By being clear that in these patent documentations that these preparations comprise: anti-diaphoretic (liquid and solid), facial cream, emollient and other products.Also should find significantly by reading these lists of references: still have some gross differences between the organosiloxane gel of many variety classeses.Especially, some gels has disagreeable and unacceptable oiliness sensation.Some other gels are more difficult in preparation, and the cost of preparation is unnecessarily improved.Desired is can be with plain mode by knowing and nontoxic in fact composition can prepare gel, prepares a kind ofly to avoid the adhesive of other gels and can not use extra-high voltage device (as: sound spectrum display etc.) and give emulsive product.
Through unexpectedly finding, under the situation that low viscosity fluid and the existence of small amounts of platinum hydrosilylation catalysts are arranged, can gather the hydrosilylation reactions of (methyl hydrogen) dimethyl siloxane by vinyl functional MQ resin and Si-H official, can easily prepare and contain low viscosity and the preferred organic polyorganosiloxane gel of the volatile silicone oil of tool again.Also once found in addition: add the prepared compositions of relatively small amount hydrosilylation catalytic poison (as: organosulfur compound, especially mercaptoalkyl organopolysiloxane), its time that keeps stable is comparatively permanent without the organosulfur compound person.Formed gel is non-adhesion gel, need not to use high pressure or other COMPLEX MIXED devices easily to be spared and close and form one to stablize cream or paste.
The present invention's organic polyorganosiloxane gel contains a low viscosity and the preferred volatile silicone oil of tool again, this silicone oil and a kind of gel-type vehicle are closely related, and this gel-type vehicle is implemented crosslinked action by vinyl functional MQ resin and Si-H functional organic polysiloxane (its contained Si-H degree of functionality is along its main chain but not distributes in terminal) and made.
Low viscosity and preferably again the volatile organopolysiloxane of tool may be low molecular weight oligomeric type polydialkysiloxane or ring-like siloxanes.Most preferably, this low viscosity organopolysiloxane is oligomeric-type polydimethylsiloxane or ring-like dimethyl siloxane.Certainly, other alkyl, aryl, alkaryl and aralkyl also can be accepted, for example: phenyl, benzyl, C
1-C
18-alkyl etc.But consider cost and allocate easy degree, the organopolysiloxane that is connected with methyl on the silicon atom is particularly preferred.Most preferably, these organopolysiloxanes are polydimethylsiloxane that the linear type trimethyl silyl stops, and interior, have average 2 to 50 silicon atoms together with trimethylsilyl end groups in the organopolysiloxane main chain.Say it for example, if it is needing volatility, the number of silicon atom to answer strictness to be limited in is lower than 10, better to be lower than 6 especially.But if when low relatively viscosity but nonvolatile fluid tolerable, the silicon atom number on the organopolysiloxane main chain for example may be increased to 50 to 500.The viscosity of these non-volatile fluids should be greater than about 10cSt and up to about 2000cSt.As long as the unlikely excessive increase viscosity of crosslinked action, these organopolysiloxanes are also can be slightly in addition crosslinked.Preferred viscosities is lower than 100cSt, more preferably less than 10cSt, under the situation of volatility organopolysiloxane, more preferably less than 5cSt.
Preferably, these organopolysiloxanes are volatility organopolysiloxanes.As previously discussed, the volatility of linear organopolysiloxane can reach by selecting to have the oligomeric organopolysiloxane of about at the most 6 to 10 silicon atoms in the organopolysiloxane main chain.But the preferred ring-like organopolysiloxane that utilizes with 3 to 6 silicon atoms, for example: hexamethyl cyclotrisiloxane, octamethylcy-clotetrasiloxane, decamethylcyclopentaandoxane, ten diformazan basic rings, six siloxanes etc.In linear organopolysiloxane, the group beyond the methyl also may occur, for example: C
1-C
18Alkyl is especially with C
1-4Alkyl, aryl etc. are better.In addition, as the situation of linear type polysiloxanes, all do not influence organic polyorganosiloxane gel stability or do not influence the functional group that these gels are used for the suitability of cosmetic formulation all can accept.Especially, contain examples such as hydroxyl (silanol) base, alkoxyl (for example: relatively not facile hydrolysis person).The chemical compound that contains reactive group (as: acetoxyl group, methoxyl group, ethyoxyl etc.) should be avoided using usually, has specific purposes in the cosmetic formulation unless it is stayed.Do not wish to contain any halogen-functional compound in the organic polyorganosiloxane gel.Please note about this point: because the preparation method influence contains a spot of such group usually unavoidably in the 1170-002.
A kind of neccessary composition in this organic polyorganosiloxane gel be vinyl functional MQ resin or contain M, D, Q and/or T part and so on seemingly, highly cross-linked resin.These resins are known in the art.In the organopolysiloxane field, " resin " speech is not to be used for the general polymerization thing, but only limits to be used for that explanation made by some silane reactions is comparatively highly cross-linked and molecular weight is higher relatively and may form the product of three-dimensional netted thing often." M " speech refers to a functional unit and " Q " speech refers to four functional units.In other words, the MQ resin mainly contains M unit (wherein only connecting an oxygen atom through crosslinked intramolecularly silicon atom), SiO
4/2Q unit (wherein each silicon atom connects four other oxygen atoms) causes highly cross-linked.In many MQ resins, a small amount of two sense R are also arranged
2SiO
2/2And trifunctional RSiO
3/2(being respectively D and T unit).The MQ resin is normally by as the hydrolysis of the silane of tetraethoxysilane, vinyl-dimethyl base oxethyl silane and trimethylethoxysilane and make.Because the influence of preparation method, gained MQ resin retains some residual alkoxy functionality usually, and will comprise other degrees of functionality occasionally, for example: the silanol degree of functionality.Preferred L Q resin is MQ resin 804 (can buy on the market, a watt gram siloxanes company produces (Wacker-SiliconesCorporation), and the said firm is located at the Adrian of U.S. Michigan), wherein contains the vinyl functionality of the 1.8wt% that has an appointment.(for example: ethyleneoxy, pi-allyl, allyloxy, acrylic etc.) MQ resin is difficult for buying, but also can use to have vinyl unsaturated group in addition.The unsaturated-resin of these variety classeses can use separately or mix use with other unsaturated-resins.
This Si-H functional organic polysiloxane cross-linking agent is the indispensable part of this gel preparation.Present inventors etc. once were surprised to find that: if use end group as the organopolysiloxane of Si-H as cross-linking agent, these gels tend to become thick.But this cross-linking agent must be a kind of Si-H functional organic polysiloxane, on its main chain, which comprises at least some Si-H functional units.Except that these Si-H functional units, also may maybe can not comprise end group Si-H unit.EL cross-linking agent 525[contains poly-(methyl hydrogen) dimethyl siloxane of the 0.54wt%Si-bond hydrogen atom of having an appointment for one kind] be a kind of preferred cross-linking agents.
The ratio of unsaturated molal quantity and Si-H molal quantity is good with 0.2 to 1.5 in the MQ resin, but with 0.3 to 1.2 preferable, especially with 0.4 to 0.9 the best.Empirical tests: ratio 0.85 to 0.88 is very satisfactory.
Hydrosilylation catalysts also needs.Suitable hydrosilylation catalysts is known, and can obtain from a lot of sources.Preferred hydrosilylation catalysts is a United States Patent (USP) 3,159,601; 3,159,662; 3,220,972; 3,715,334; 3,775,452 and 3,814,730 and open DE 195 36176 A1 of patent application of Germany in disclosed platinum compounds, these platinum compounds (for example: propylene glycol) are dissolved in the solvent that is applicable to cosmetic formulation.Be suitable for making up or through exposing under low pressure or other solvents that can remove in gel through stripping also can use.The use amount of low viscous siloxanes, MQ resin and cross-linking agent is unimportant, but their use amount must suitably make obtained gel quite stable, must not separate when leaving standstill.If the MQ resin very little or cross-linking agent very little, resulting composition often is aqueous and ungelled.If cross-linking agent or MQ resin are too many, the gained person will be a kind of solid-state or frangible gel or product.Actual use amount is then determined by simple experiment.Preferred these compositionss with contain have an appointment 60% to about 90% low viscosity organopolysiloxane, about 5% to about 25%MQ resin and about 1% be good to about 8%Si-H functional crosslinker person.Especially contain 60 to 85wt% volatility organopolysiloxane, 10 to 20%MQ resins with compositions, and 1 to 5% cross-linking agent person is better.These percentage number averages are to be the percetage by weight of benchmark with the gel gross weight.
The preparation work of gel is very easily reached.Usually, except that catalyst, all the components is put together and blow slowly and stir, under the situation of not stopping stirring, add catalyst subsequently until mix homogeneously.Said composition can leave standstill at room temperature until forming gel, or through heating.Preferably, said composition is heated to 70 ℃ to 130 ℃, more preferably is heated to 90 ℃ to 110 ℃, till this mixture solidified or gelatine.Gelling was carried out 2 to 5 hours usually, but to be at most good within 3 hours, especially with better within about 45 minutes.Afterwards, (for example: use Ultra-Turax utilize standard type high shear force hybrid technology
TMBlender or similar device) this gel homogenize is reached even denseness.High pressure mixing and recirculation hybrid technology do not need.
After this gel homogenize is reached creamlike consistency, can add many cosmetic compositions, for example: glycerol, essence, lubricant, lanoline, oils, pigment, UV absorbent, dyestuff etc.Thickening agent such as pyrolysis-type Silicon stone and other compositions also may add this moment become pasty product with the viscosity that increases this cream.
The cosmetic that can add becomes the number and the type of branch very unimportant, and can easily be selected by those skilled in the art." composition that the cosmetic aspect can be accepted " among the application comprises that the cosmetic formulations personnel may add and the cosmetic aspect can be accepted and is used for all the components of skin.Many such compositions have been listed in the canonical reference document in detail, for example: international cosmetic composition dictionary and handbook (International Cosmetic Ingredient Dictionary), version in 1997, cosmetics, wash product and the (Cosmetic of spice association, Toiletry and Fragrance Assoc.), Washington, the District of Columbia.
In the silicone emulsion that the present invention's paste gel can be used for once using in the past and all cosmetic formulations of other products, comprise, but be not limited to: skin-protection product, for example: skin protectant, emollient, cream class and astringent after anti-diaphoretic, deodorizer, sunscreen, the solarization; The color make-up product, for example: at the bottom of flour, eye powder, eye shadow, the liquid, liquid-foundation cream, and lip pomade; And hair products, for example: hair quality regulator, leavening agent etc.
Via the description of above general introduction, and, can obtain further understanding to the present invention with reference to some certain embodiments.Except as otherwise noted, these certain embodiments only are used to illustrate the present invention, rather than restriction the present invention.
Comparative example C1
Utilize 67.9 parts of decamethyl cyclopenta siloxanes (decamethylcyclopentylsiloxane), 8 parts of MQ resins 804, and 24 parts of H-polymer 1,000 (a kind of organopolysiloxane cross-linking agent of Si-H end-blocking) make a compositions.Add 0.053 part of catalyst OL (watt a kind of platinum catalyst that gram siloxanes company produces) and under 100 ℃ of temperature with this mixture heated 3 hours.When heating stopped, this product still was in a liquid state, and its viscosity is 265 centipoises.
Comparative example C2
Prepare a kind of compositions with the method that is similar to comparative example C1, but contain 79.9 parts of decamethylcyclopentaandoxane (decamethylcyclopentasiloxane), 804,12 parts of H-polymer 1,000 of 8 parts of MQ resins, and 0.053 part of catalyst.This product gelling becomes the gel of a thickness, and this gel is not suitable for cosmetic formulations.
Comparative example C3
Utilizing a shearing force blender that the gel in the comparative example C2 is diluted to gross weight is that 84 parts of decamethylcyclopentaandoxane and 16 parts of cross linked polymers prepare compositions.As the situation of comparative example C2, the gel of obtained thickness is not suitable for the preparation cosmetics.
Comparative example C4
Utilize 67.9 parts of decamethylcyclopentaandoxane, 28 parts of MQ resins 804, and 4 parts of EL cross-linking agent 525, attempt to prepare a kind of gel together with 0.053 part of platinum catalyst (be dissolved in 1, in the 2-propylene glycol and form) by chloroplatinic acid.Obtained person is not a kind of gel, but a kind of frangible solid.In this embodiment, for the amount of volatile silicone oil, the use amount of MQ resin and catalyst is too high.
Comparative example C5
Under the shearing force, the solid Calais of comparative example C4 is prepared a kind of gel, wherein contain 84 parts of decamethylcyclopentaandoxane and 16 parts through crosslinked siloxanes.But obtained gel sharp separation makes it not be suitable for the cosmetic product.
Embodiment 1
According to the method that is similar to comparative example C4, utilize 80 parts of decamethylcyclopentaandoxane, 17.5 parts of MQ resins 804, and 2.5 parts of EL cross-linking agent 525, prepare a kind of cosmetic gel together with 0.053 part of platinum catalyst.The gained gel is splendid, does not separate when leaving standstill.This gel can be used Ultra-Turax
TMBlender is homogenize and make paste, have the translucent gels of very even denseness in addition, is applicable to the cosmetic product.
Embodiment 2
The program of embodiment 1 is come again, but use 90 parts of decamethylcyclopentaandoxane, 8.21 parts of MQ resins 804, and 1.74 parts of EL cross-linking agent 525, after the gel of initially formation is implemented shear action, make the translucent gels of a softness, paste.
Embodiment 3
Embodiment 1 program is come again.Solidify said composition and become after the gel, add decamethylcyclopentaandoxane in addition.The initial composition that resulting composition contains is: 85 parts of decamethylcyclopentaandoxane, 13.1 parts of MQ 804 resins, and 1.87 parts of EL cross-linking agent 525.After shear action, make the translucent gels of a softness, paste.
Embodiment 4
The program of embodiment 1 is come again, but the catalyst use amount reduces by half.Make the clear gel of a liquid state.
Embodiment 5
The program of embodiment 1 is come again, but use 90 parts of decamethylcyclopentaandoxane, 8.0 parts of MQ resins 804, and 1.99 parts of EL cross-linking agent 525, and 0.0263 part of catalyst.Make even, a transparent moistening gel.
Embodiment 6
The program of embodiment 1 is come again, and employed is 90 parts of decamethylcyclopentaandoxane, 804,1.87 parts of EL cross-linking agent 525 of 8.1 parts of MQ resins, and 0.050 part of catalyst.After shear action, make a transparent paste gel.
Show by the foregoing description: utilize unsaturated MQ resin and have, can form translucent, transparent, the stabilizing gel of many differences along the Si-H functional crosslinker of this cross-linking agent main chain distribution Si-H degree of functionality.And show by these comparative examples: use α, ω-Si-H functional crosslinker causes heavy-gravity gel, and crosslink density is too high simultaneously, and regardless of the performance of cross-linking agent, obtained product is cracked easily.Have been found that: though the gel that is made by the inventive method very " is stablized ", also, these gels neither are separated into two or more phases, also do not solidify into " frangible " or solid product, and gel it " hardness " then slightly increases in time.This hardness increase is not a major imperfections, but if the gel expection has particular characteristic, must take in during fabrication.The increase of this gel hardness will influence via other prepared gels of hydrosilylation effect.
The application's inventor once found: the hydrosilylation catalysts inhibitor that has effect if interpolation in the preparation (being good afterwards with initial gelation especially) is a small amount of, the softness of hydrosilylation type gel can keep the long duration.If through using such inhibitor, the use amount of catalyst must increase slightly usually, though hydrosilylation reactions this moment major part finish.
Such catalyst-initiator can be selected from all hydrosilylation catalysts inhibitor with merchandise sales.But,, should not adopt because of having the more unacceptable inhibitor of toxicity or client because these gels are to be used for cosmetic formulations.Say it for example,, should avoid using as the chemical compound of lauryl mercaptan because of having abnormal flavour.But in containing the cosmetics of spice, or consumption is when few, and these inhibitor also can be accepted.The use amount of inhibitor is generally about 0.001 to about 2 weight portions, with 0.01 part to 1 weight portion preferable (is benchmark with 100 parts of gel gross weights).But with 0.05 part to 0.5 part better, especially with 0.1 part to 0.4 part the best.Two all hardness do not increase or only increase slightly if at room temperature store, and its use amount promptly belongs to enough and suitable.Although these inhibitor are preferably in after the gelation or gelation is added after beginning, inhibitor also can in catalyst interpolations simultaneously or even interpolation before catalyst adds.In this case, may need other catalyst.
Embodiment 7
The program of embodiment 1 is come again, but use 81.8 parts of decamethylcyclopentaandoxane, 804,2.24 parts of EL of 15.7 parts of MQ resins crosslinked 525, and 0.100 part of catalyst.Gelation is by previous embodiment, stirs the time of long enough and finish under 90 ° to 110 ℃ temperature.In this embodiment, gelling lies in and observed [gradient of heating is about 2.5 ℃/minute] in 33 minutes afterwards.After beginning observes at the beginning of this gelation, keep heating and stir hour.Impose water cooling afterwards.Cooldown rate is about-1 ℃/minute.When this mixture reaches 50 ℃, add the inhibitor of 0.2 part of mercapto propyl group silicon silsesquioxane (mercaptopropylsilsequisiloxane).Afterwards this gel is imposed shear action.Obtain the paste translucent gels.Store that the softness of this gel remains unchanged during two weeks.
Embodiment 8
The program of embodiment 7 is come again, but use 79.8 parts of decamethylcyclopentaandoxane, 804,2.49 parts of EL cross-linking agent 525 of 17.41 parts of MQ resins, and 0.100 part of catalyst.After turning usefulness with fixed attention into, under the situation of not stopping stirring, add 0.2 part of mercapto propyl group silicon silsesquioxane.Afterwards this gel is imposed shear action.Make a paste, translucent gels, through storing for two weeks, its softness does not have significant change.
With regard to gel, " paste " speech means that this initial gel once imposed shear action and becomes the denseness of paste.According to circumstances, the paste gel of gained may be able to topple over or thickness relatively.Occurring of " paste " speech is to be used for illustrating gel that these gels (may be transparent, translucent or opaque) through implementing shear action and gelling by reacted constituent form immediately difference to some extent.Unless otherwise indicated, it " one " means " one or more kinds " in all items of claim.
Embodiment 9
According to the method that is similar to embodiment 8, utilize 79.60 parts of decamethylcyclopentaandoxane, 17.36 parts of MQ resins 804, and 2.48 parts of cross-linking agent 525, and be dissolved in 1 by means of 0.523 part, the chloroplatinic acid in the 2-propylene glycol makes the paste gel of a stable storing.Do not stopping stirring and lasting under the situation that was heated to 100 ℃ in 1 hour and implement gelling.After 38 minutes (93 ℃), observe this mixture and begin gelling.After 1 hour, remove thermal source, in 40 minutes, this product is cooled to 55 ℃.Via IKA SD41 Super-Dispax
The recirculation of blender (speed running, inlet pressure with per minute 9600 commentaries on classics are lower than 10 pounds/square inch) imposes shear action with this mixture, lasts about 1.5 hours.Utilize the propeller mixer of 800 rev/mins of rotating speeds that 0.5 part of mercapto propyl group silicon silsesquioxane is stirred in the obtained paste gel.This product is a kind of stable storing, even paste gel, still keeps even and paste through storing 6 all these gels.
Although illustrate and described embodiment of the present invention, and do not mean that institute of the present invention is illustrated and described to these embodiments might form.Saying that more clearly used words and phrases are used to narrate in this description, is not to be used for restriction, it should be understood that and can do the revision of various differences under the principle that does not depart from spirit of the present invention and category.
Claims (21)
1, a kind of stable, paste, be applicable to the gel combination of cosmetics, by following method preparation:
1) with mixture gelatine in addition, this mixture comprises:
A) about 60wt% is to the low viscosity organopolysiloxane of about 95wt%;
B) gelling effective dose
B) i one unsaturated organopolysiloxane resins
B) ii one is organic along Si-H official's energy that polysiloxane backbone has the Si-H degree of functionality
The hydrosilylation product of polysiloxanes; This hydrosilylation is optionally quickened by adding hydrosilylation catalysts,
2) to described gel impose shear action to form a paste gel in case separate;
Wherein all percents are the percetage by weight with respect to total gel combination.
2, paste gel combination as claimed in claim 1, wherein, described unsaturated organopolysiloxane resins is a vinyl functional MQ resin.
3, compositions as claimed in claim 1, wherein, described low viscosity organopolysiloxane comprises one and has 2 linear type or ramiform organopolysiloxanes to about 10 silicon atoms, or one has the 3 ring-like organopolysiloxanes to about 6 silicon atoms.
4, compositions as claimed in claim 3, wherein, the repetition oxyalkylene segment of described low viscosity organopolysiloxane comprises dimethyl silane oxygen base.
5, compositions as claimed in claim 1, wherein, described Si-H functional organic polysiloxane is poly-(methyl hydrogen) (dimethyl) siloxanes.
6, compositions as claimed in claim 1, wherein, described low viscosity organopolysiloxane accounts for 75% to 90%; Described unsaturated organopolysiloxane accounts for about 5% to about 25%, and described Si-H functional crosslinker accounts for about 1 to 8%.
7, compositions as claimed in claim 1, wherein, described low viscosity organopolysiloxane accounts for 80% to 90%, and it is about 10% to 20% that described unsaturated organopolysiloxane accounts for, and described Si-H functional crosslinker accounts for about 1 to 5%.
8, compositions as claimed in claim 1 wherein, before implementing shear action, is added other low viscosity organopolysiloxane.
9, compositions as claimed in claim 1 wherein, also comprises a certain amount of hydrosilylation catalysts inhibitor, in order to reduce the variation of described paste gel softness between the storage life effectively.
10, compositions as claimed in claim 9, wherein, described inhibitor is mercaptoalkyl-functional silicone.
11, as the compositions of claim 10, wherein, described inhibitor mercaptoalkyl-sense silicon silsesquioxane or mercaptoalkyl-functionalized low viscosity polysiloxane oil.
12, a kind ofly be applicable to the method for the paste gel of cosmetics in order to preparation, described method comprises:
A) provide a compositions, said composition comprises:
A) i one low viscosity organopolysiloxane;
A) ii one unsaturated organopolysiloxane resins
A) iii one has the organic poly-silica of Si-H official's energy of Si-H degree of functionality along its main chain
Alkane;
B) make a) ii and a) the iii hydrosilylation to form a gel;
C) described gel is imposed shear action to form a paste gel.
13, as the method for claim 12, also comprise:
A) hydrosilylation catalysts of iv effective dose is to quicken the hydrosilylation effect.
14,, also comprise and add a certain amount of hydrosilylation catalysts inhibitor to reduce the variation of softness as the method for claim 13.
15, as the method for claim 14, wherein, described inhibitor is at b) during the step or b) add after the step.
16, a kind of cosmetics, the composition that can accept comprising the paste gel and the used for cosmetic of claim 1.
17, as the cosmetics of claim 16, wherein, a kind of at the bottom of described cosmetics are selected from skin protectant after anti-perspirant, deodorizer, sunscreen, the solarization, emollient, facial cream, hands frost, skin astringent, flour, eye shadow, liquid, in liquid-foundation cream, lip pomade, hair quality conditioner and the leavening agent.
18, a kind of in order to reduce the method for paste organic polyorganosiloxane gel softness variation, described gel contains above the low viscosity organopolysiloxane of 60wt% and a kind of gelatine compositions, said composition is by in the presence of a kind of hydrosilylation catalysts, with the hydrosilylation of unsaturated hydrocarbons or unsaturated hydrocarbons-functional organic polysiloxane and Si-H functional organic polysiloxane and make, described method comprises the hydrosilylation catalysts inhibitor of the anti-softness variation of adding effective dose.
19, as the method for claim 17, wherein, it is a kind of organosulfur compound that described hydrosilylation catalysts suppresses.
20, as the method for claim 17, wherein, described inhibitor comprises a kind of mercaptoalkyl-functional organic polysiloxane.
21, as the method for claim 17, wherein, described inhibitor comprises a kind of mercapto propyl group silicon silsesquioxane.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/317,093 US6423322B1 (en) | 1999-05-22 | 1999-05-22 | Organopolysiloxane gels for use in cosmetics |
US09/317,093 | 1999-05-22 |
Publications (2)
Publication Number | Publication Date |
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CN1275369A true CN1275369A (en) | 2000-12-06 |
CN1213717C CN1213717C (en) | 2005-08-10 |
Family
ID=23232084
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Application Number | Title | Priority Date | Filing Date |
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CNB001079034A Expired - Fee Related CN1213717C (en) | 1999-05-22 | 2000-05-22 | Organic polyorganosiloxane gel used for cosmetics |
Country Status (9)
Country | Link |
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US (1) | US6423322B1 (en) |
EP (1) | EP1057476B1 (en) |
JP (1) | JP3631941B2 (en) |
CN (1) | CN1213717C (en) |
AT (1) | ATE235221T1 (en) |
BR (1) | BR0002442B1 (en) |
CA (1) | CA2307996C (en) |
DE (1) | DE60001766T2 (en) |
TW (1) | TW500744B (en) |
Cited By (5)
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Families Citing this family (59)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6515029B1 (en) | 1999-04-23 | 2003-02-04 | Kimberly-Clark Worldwide, Inc. | Absorbent article having a hydrophilic lotionized bodyside liner |
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US6756520B1 (en) | 2000-10-20 | 2004-06-29 | Kimberly-Clark Worldwide, Inc. | Hydrophilic compositions for use on absorbent articles to enhance skin barrier |
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US20020128615A1 (en) | 2000-12-22 | 2002-09-12 | Tyrrell David John | Absorbent articles with non-aqueous compositions containing anionic polymers |
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US7344505B2 (en) * | 2002-10-15 | 2008-03-18 | Transoma Medical, Inc. | Barriers and methods for pressure measurement catheters |
US20050069501A1 (en) * | 2003-08-15 | 2005-03-31 | Sayed Ibrahim | Rapid temporary tooth whitening composition |
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US7560167B2 (en) * | 2006-09-01 | 2009-07-14 | Momentive Performance Materials Inc. | Composition containing anti-misting component |
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DE112007002296T5 (en) * | 2006-09-29 | 2009-08-20 | Mitsui Mining & Smelting Co., Ltd. | Non-aqueous secondary battery |
US20080281055A1 (en) * | 2007-05-09 | 2008-11-13 | Momentive Performance Materials Inc. | Branched polysiloxane of reduced molecular weight and viscosity |
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MX2009013154A (en) | 2007-06-04 | 2010-01-15 | Procter & Gamble | Antiperspirant gel composition. |
US20100215700A1 (en) * | 2009-02-25 | 2010-08-26 | Conopco, Inc., D/B/A Unilever | Shear Gels and Compositions Comprising Shear Gels |
US9096721B2 (en) | 2009-07-03 | 2015-08-04 | Dow Corning Corporation | Film forming, silicone containing compositions |
JP5697670B2 (en) | 2009-09-03 | 2015-04-08 | ダウ コーニング コーポレーションDow Corning Corporation | Mucous silicone fluid |
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US8668916B2 (en) | 2010-09-24 | 2014-03-11 | Conopco, Inc. | HIPE-gelation process for making highly concentrated, spherical biopolymer gel particle suspensions |
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DE102013226252A1 (en) | 2013-12-17 | 2015-06-18 | Wacker Chemie Ag | Glycosidreste containing Organopolysiloxangele |
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KR102442232B1 (en) | 2019-12-02 | 2022-09-13 | 다우 실리콘즈 코포레이션 | Composition for preparing a release coating |
KR20230034956A (en) | 2020-05-18 | 2023-03-10 | 모멘티브 퍼포먼스 머티리얼즈 인크. | Ester Modified Crosslinked Silicone Composition |
KR102362684B1 (en) | 2020-06-03 | 2022-02-15 | 주식회사 케이씨씨실리콘 | Polysiloxane composition and silicone manufactured therefrom |
CN115484927A (en) | 2020-09-24 | 2022-12-16 | 瓦克化学股份公司 | Method for producing hydrophilic organopolysiloxane gels |
WO2022140617A1 (en) | 2020-12-23 | 2022-06-30 | Momentive Performance Materials Inc. | Biorenewable elastomer gel and uses thereof |
WO2022140620A1 (en) | 2020-12-23 | 2022-06-30 | Momentive Performance Materials Inc. | Elastomer gel from epoxidized vegetable oil and uses thereof |
Family Cites Families (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3220972A (en) | 1962-07-02 | 1965-11-30 | Gen Electric | Organosilicon process using a chloroplatinic acid reaction product as the catalyst |
US3159662A (en) | 1962-07-02 | 1964-12-01 | Gen Electric | Addition reaction |
US3159601A (en) | 1962-07-02 | 1964-12-01 | Gen Electric | Platinum-olefin complex catalyzed addition of hydrogen- and alkenyl-substituted siloxanes |
US3814730A (en) | 1970-08-06 | 1974-06-04 | Gen Electric | Platinum complexes of unsaturated siloxanes and platinum containing organopolysiloxanes |
US3715334A (en) | 1970-11-27 | 1973-02-06 | Gen Electric | Platinum-vinylsiloxanes |
US3775452A (en) | 1971-04-28 | 1973-11-27 | Gen Electric | Platinum complexes of unsaturated siloxanes and platinum containing organopolysiloxanes |
JPS5968333A (en) | 1982-10-12 | 1984-04-18 | Toray Silicone Co Ltd | Spherical, cured polymer containing linear organopolysiloxane block or composition containing said polymer and production thereof |
EP0184598A1 (en) | 1984-12-06 | 1986-06-18 | Toray Silicone Company Limited | Ultraviolet and electron-beam curable polyorganosiloxane composition |
US4806430A (en) | 1985-12-03 | 1989-02-21 | Becton, Dickinson And Company | Film-forming silicone compositions having lubricating properties |
JPS62243621A (en) | 1986-04-17 | 1987-10-24 | Toray Silicone Co Ltd | Production of granular silicone rubber |
US5266321A (en) | 1988-03-31 | 1993-11-30 | Kobayashi Kose Co., Ltd. | Oily make-up cosmetic comprising oil base and silicone gel composition |
JPH0655897B2 (en) | 1988-04-22 | 1994-07-27 | 信越化学工業株式会社 | Method for producing silicone composition |
JPH0753646B2 (en) | 1989-01-31 | 1995-06-07 | 東レ・ダウコーニング・シリコーン株式会社 | Cosmetics |
JPH0660286B2 (en) | 1989-02-15 | 1994-08-10 | 信越化学工業株式会社 | Oily paste composition |
US5136068A (en) | 1989-04-26 | 1992-08-04 | Dow Corning Corporation | Cross-linked organopolysiloxanes and emulsions based thereon |
JP2631772B2 (en) | 1991-02-27 | 1997-07-16 | 信越化学工業株式会社 | Novel silicone polymer and paste-like silicone composition having water dispersibility using the same |
EP0545002A1 (en) | 1991-11-21 | 1993-06-09 | Kose Corporation | Silicone polymer, paste-like composition and water-in-oil type cosmetic composition comprising the same |
US5599533A (en) | 1994-12-15 | 1997-02-04 | Estee Lauder, Inc. | Stable water-in-oil emulsion system |
FR2744911B1 (en) | 1996-02-19 | 1998-03-20 | Oreal | USE OF AN ELASTOMERIC SOLID ORGANOPOLYSILOXANE COMBINED WITH A FAT PHASE FOR THE PREPARATION OF A COMPOSITION OR IN A CARE OR MAKE-UP COMPOSITION FOR MATIFYING THE SKIN |
US5654362A (en) | 1996-03-20 | 1997-08-05 | Dow Corning Corporation | Silicone oils and solvents thickened by silicone elastomers |
US5919437A (en) | 1996-05-24 | 1999-07-06 | Colgate-Palmolive Company | Cosmetic cream composition containing silicone gel material |
US5750123A (en) | 1996-06-28 | 1998-05-12 | Chesebrough-Pond's Co., Division Of Conopco, Inc. | Vitamin C delivery system |
US5849314A (en) | 1996-06-28 | 1998-12-15 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Anhydrous cosmetic compositions |
ZA971943B (en) | 1996-06-28 | 1998-09-07 | Unilever Plc | Vitamin C delivery system |
US6074672A (en) | 1996-06-28 | 2000-06-13 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Powdered cosmetic compositions containing silicone elastomers |
US5760116A (en) | 1996-09-05 | 1998-06-02 | General Electric Company | Elastomer gels containing volatile, low molecular weight silicones |
DE69732464T2 (en) | 1996-10-03 | 2006-05-11 | Shiseido Co. Ltd. | External gel-based skin care product |
GB9622580D0 (en) | 1996-10-30 | 1997-01-08 | Unilever Plc | Antiperspirant composition |
US5811487A (en) | 1996-12-16 | 1998-09-22 | Dow Corning Corporation | Thickening silicones with elastomeric silicone polyethers |
US5854336A (en) | 1997-03-20 | 1998-12-29 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Process for preparing silicone elastomer compositions |
-
1999
- 1999-05-22 US US09/317,093 patent/US6423322B1/en not_active Expired - Lifetime
-
2000
- 2000-05-04 AT AT00109109T patent/ATE235221T1/en not_active IP Right Cessation
- 2000-05-04 DE DE60001766T patent/DE60001766T2/en not_active Expired - Lifetime
- 2000-05-04 EP EP00109109A patent/EP1057476B1/en not_active Expired - Lifetime
- 2000-05-10 CA CA002307996A patent/CA2307996C/en not_active Expired - Lifetime
- 2000-05-18 TW TW089109510A patent/TW500744B/en not_active IP Right Cessation
- 2000-05-19 BR BRPI0002442-2A patent/BR0002442B1/en not_active IP Right Cessation
- 2000-05-22 JP JP2000150435A patent/JP3631941B2/en not_active Expired - Fee Related
- 2000-05-22 CN CNB001079034A patent/CN1213717C/en not_active Expired - Fee Related
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102395347A (en) * | 2009-04-16 | 2012-03-28 | 赢创高施米特有限公司 | Use of organomodified siloxanes branched in the silicon part for producing cosmetic or pharmaceutical compositions |
CN102582078A (en) * | 2010-11-26 | 2012-07-18 | 彩妆有限公司 | Process for packaging solid cosmetic products inside a container |
CN105980448A (en) * | 2013-12-17 | 2016-09-28 | 瓦克化学股份公司 | Polyorganosiloxane gels having polyether groups |
CN107722282A (en) * | 2017-09-28 | 2018-02-23 | 广州天赐高新材料股份有限公司 | A kind of elastomer silicone based on Vinyl MQ silicon resin and preparation method thereof |
CN113015512A (en) * | 2018-12-27 | 2021-06-22 | 莱雅公司 | Anhydrous composition for caring for and/or making up keratin materials |
Also Published As
Publication number | Publication date |
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CA2307996A1 (en) | 2000-11-22 |
JP3631941B2 (en) | 2005-03-23 |
DE60001766D1 (en) | 2003-04-30 |
EP1057476B1 (en) | 2003-03-26 |
US6423322B1 (en) | 2002-07-23 |
BR0002442B1 (en) | 2011-12-13 |
CN1213717C (en) | 2005-08-10 |
CA2307996C (en) | 2005-07-26 |
DE60001766T2 (en) | 2003-10-16 |
JP2000355521A (en) | 2000-12-26 |
TW500744B (en) | 2002-09-01 |
ATE235221T1 (en) | 2003-04-15 |
EP1057476A1 (en) | 2000-12-06 |
BR0002442A (en) | 2001-01-02 |
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